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This document consists of 13 printed pages and 3 blank pages. IB14 11_9701_12/FP © UCLES 2014 [Turn over *5984535004* Cambridge International Examinations Cambridge International Advanced Subsidiary and Advanced Level CHEMISTRY 9701/12 Paper 1 Multiple Choice October/November 2014 1 hour Additional Materials: Multiple Choice Answer Sheet Soft clean eraser Soft pencil (type B or HB is recommended) Data Booklet READ THESE INSTRUCTIONS FIRST Write in soft pencil. Do not use staples, paper clips, glue or correction fluid. Write your name, Centre number and candidate number on the Answer Sheet in the spaces provided unless this has been done for you. DO NOT WRITE IN ANY BARCODES. There are forty questions on this paper. Answer all questions. For each question there are four possible answers A, B, C and D. Choose the one you consider correct and record your choice in soft pencil on the separate Answer Sheet. Read the instructions on the Answer Sheet very carefully. Each correct answer will score one mark. A mark will not be deducted for a wrong answer. Any rough working should be done in this booklet. Electronic calculators may be used. PMT

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This document consists of 13 printed pages and 3 blank pages.

IB14 11_9701_12/FP

© UCLES 2014 [Turn over

*5984535004*

Cambridge International Examinations

Cambridge International Advanced Subsidiary and Advanced Level

CHEMISTRY 9701/12

Paper 1 Multiple Choice October/November 2014

1 hour

Additional Materials: Multiple Choice Answer Sheet

Soft clean eraser

Soft pencil (type B or HB is recommended)

Data Booklet

READ THESE INSTRUCTIONS FIRST

Write in soft pencil.

Do not use staples, paper clips, glue or correction fluid.

Write your name, Centre number and candidate number on the Answer Sheet in the spaces provided

unless this has been done for you.

DO NOT WRITE IN ANY BARCODES.

There are forty questions on this paper. Answer all questions. For each question there are four possible

answers A, B, C and D.

Choose the one you consider correct and record your choice in soft pencil on the separate Answer Sheet.

Read the instructions on the Answer Sheet very carefully.

Each correct answer will score one mark. A mark will not be deducted for a wrong answer.

Any rough working should be done in this booklet.

Electronic calculators may be used.

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© UCLES 2014 9701/12/O/N/14

Section A

For each question there are four possible answers, A, B, C, and D. Choose the one you consider to be correct. 1 Which solid-line curve most accurately represents the distribution of molecular energies in a gas

at 500 K if the dotted-line curve represents the corresponding distribution for the same gas at 300 K?

number ofmolecules

molecular energy

A

number ofmolecules

molecular energy

B

number ofmolecules

molecular energy

C

number ofmolecules

molecular energy

D

2 In which reaction does hydrogen behave as an oxidising agent?

A H2 + Cl 2 → 2HCl

B C2H4 + H2 → C2H6

C N2 + 3H2 → 2NH3

D 2Na + H2 → 2NaH 3 Ethanol is increasingly being used as a fuel for cars.

The standard enthalpy change of formation of carbon dioxide is –393 kJ mol–1. The standard enthalpy change of formation of water is –286 kJ mol–1. The standard enthalpy change of formation of ethanol is –277 kJ mol–1.

What is the standard enthalpy change of combustion of ethanol?

A –1921 kJ mol–1

B –1367 kJ mol–1

C –956 kJ mol–1

D – 402 kJ mol–1

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4 Two glass vessels M and N are connected by a closed valve.

M N

M contains helium at 20 °C at a pressure of 1 × 105

Pa. N has been evacuated, and has three times the volume of M. In an experiment, the valve is opened and the temperature of the whole

apparatus is raised to 100 °C.

What is the final pressure in the system?

A 3.18 × 104

Pa

B 4.24 × 104

Pa

C 1.25 × 105

Pa

D 5.09 × 105

Pa 5 The table shows the physical properties of four substances.

Which substance could be hydrogen chloride?

melting point

/ °C

electrical conductivity

of solid

electrical conductivity

of liquid

electrical conductivity of aqueous

solution

A –119 poor poor insoluble

B –115 poor poor good

C –50 poor poor poor

D 993 poor good good

6 Aluminium carbide, Al 4C3, reacts readily with aqueous sodium hydroxide. The two products of the

reaction are NaAl O2 and a hydrocarbon. Water molecules are also involved as reactants.

What is the formula of the hydrocarbon?

A CH4 B C2H6 C C3H8 D C6H12

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7 In an experiment to calculate the enthalpy change of combustion of a fuel, 1.5 g (0.0326 mol) of

the fuel was used to heat 200 g of water. The temperature of the water rose from 25 °C to 55 °C. The specific heat capacity of water is 4.18 J g–1

K–1.

There is significant heat loss in this experiment. Therefore, the experimental value for the

enthalpy change of combustion, ∆Hc, of the fuel will be different from the theoretical value.

Using the information above, what is the experimental value for the enthalpy change of

combustion, ∆Hc, of the fuel?

A –1410 kJ mol–1

B –769 kJ mol–1

C –30.7 kJ mol–1

D –16.7 kJ mol–1 8 The reaction pathway diagram below illustrates the energies of the reactants, the products and

the transition state of a reaction.

energy

E1

E2

E3

reactants

extent of reaction

transition state

products

Which expression represents the activation energy of the forward reaction?

A E1 – E2 B E2 – E1 C E2 – E3 D E3 – E2 9 Methylpropan-1-ol and butan-1-ol are structural isomers. Methylpropan-1-ol has a lower boiling

point.

Which statement explains why the boiling point of methylpropan-1-ol is lower than that of butan-1-ol?

A Methylpropan-1-ol cannot form hydrogen bonds.

B Methylpropan-1-ol has weaker covalent bonds than butan-1-ol.

C Methylpropan-1-ol has weaker van der Waals’ forces than butan-1-ol.

D Methylpropan-1-ol molecules have more surface area than butan-1-ol molecules.

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10 Which row correctly describes the electrodes used in the electrolysis cell for the production of aluminium?

anode cathode

A carbon carbon

B carbon steel

C steel carbon

D steel steel

11 For which equation is the enthalpy change correctly described as an enthalpy change of

formation?

A C(g) + O2(g) → CO2(g)

B C(s) + 2

1 O2(g) → CO(g)

C 2N(g) + 4O(g) → N2O4(g)

D 2NO(g) + O2(g) → 2NO2(g) 12 Element X, in Period 3, has the following properties.

● Its oxide has a giant structure.

● It forms covalent bonds with chlorine.

● Its oxide will neutralise HCl (aq).

What is element X?

A Mg B Al C Si D P 13 Which property is not associated with the element sodium?

A It can react with cold water to form hydrogen.

B It forms a basic oxide.

C It forms a neutral chloride.

D It is an oxidising agent.

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14 Use of the Data Booklet is relevant to this question.

Sir Humphrey Davy discovered boron, calcium, magnesium and sodium.

Which of these elements has the second smallest atomic radius in its group and the third lowest first ionisation energy in its period?

A boron

B calcium

C magnesium

D sodium 15 Use of the Data Booklet is relevant to this question.

A sample of potassium oxide, K2O, is dissolved in 250 cm3 of distilled water. 25.0 cm3 of this solution is titrated against sulfuric acid of concentration 2.00 mol dm–3. 15.0 cm3 of this sulfuric acid is needed for complete neutralisation.

Which mass of potassium oxide was originally dissolved in 250 cm3 of distilled water?

A 2.83 g B 28.3 g C 47.1 g D 56.6 g 16 Chlorine gas reacts with cold aqueous sodium hydroxide. It can also react with hot aqueous

sodium hydroxide.

What are the oxidation numbers of chlorine in the products of these reactions?

cold aqueous

sodium hydroxide hot aqueous

sodium hydroxide

A –1, +1 –1, +5

B –1, +1 +1, +6

C –1, +2 –1, +5

D –1, +2 +1, +6

17 Under standard conditions, which statement is correct?

A Cl –(aq) can oxidise Br2(aq).

B Cl –(aq) can reduce Br2(aq).

C Cl 2(aq) can oxidise Br –(aq).

D Cl 2(aq) can reduce Br –(aq).

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18 Total removal of the pollutant sulfur dioxide, SO2, is difficult. The quantities emitted from furnace chimneys can be lowered by using desulfurisation plants. The gases are reacted with calcium hydroxide to remove the SO2.

What is the main product formed initially?

A Ca(HSO4)2 B CaS C CaSO3 D CaSO4 19 Which oxide does not react with cold dilute sodium hydroxide to produce a salt?

A Al 2O3 B P4O10 C SO2 D SiO2 20 Which row correctly describes the reaction between propene and bromine, Br2(l)?

reaction mechanism organic product

A electrophilic addition CH3CHBrCH2Br

B electrophilic addition CH3CH2CH2Br

C nucleophilic substitution CH3CH2CH2Br

D nucleophilic substitution CH3CHBrCH2Br

21 Use of the Data Booklet is relevant to this question.

Which compound has an Mr of 84 and will react with HBr to give a product with an Mr of 164.9?

A B C D

O

22 1,1-dichloropropane reacts with aqueous sodium hydroxide in a series of steps to give propanal.

CH3CH2CHCl 2 CH3CH2CHONaOH(aq)

Which term describes the first step of this reaction?

A addition

B elimination

C oxidation

D substitution

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23 Considering only structural isomers, what is the number of alcohols of each type with the formula C5H12O?

primary secondary tertiary

A 3 3 2

B 4 2 2

C 4 3 1

D 5 2 1

24 Lactic acid, CH3CH(OH)CO2H, causes pain when it builds up in muscles.

Which reagent reacts with both of the –OH groups in lactic acid?

A acidified potassium dichromate(VI)

B ethanol

C sodium

D sodium hydroxide 25 In the hydrolysis of bromoethane by aqueous sodium hydroxide, what is the nature of the

attacking group and of the leaving group?

attacking group leaving group

A electrophile electrophile

B electrophile nucleophile

C nucleophile electrophile

D nucleophile nucleophile

26 Corticosterone is a hormone involved in the metabolism of carbohydrates and proteins.

CH3

CH3

O

O OH

HO

corticosterone

How many chiral centres are there in one molecule of corticosterone?

A 5 B 6 C 7 D 8

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27 Methyl methylpropenoate is the monomer used to make Perspex.

Which diagram correctly shows methyl methylpropenoate?

CH2

CH3

CO2CH3

C

A B

CH3 CO2CH3CH CH

CH

CH3

CH3

C

C D

CH2 CO2CH2CH3CH CO2CH3

28 The ester CH3CH2CH2CO2CH3 is responsible for the aroma of apples.

When this ester is hydrolysed by acid in the stomach, what is the empirical formula of the organic acid produced?

A CH2O B CH4O C C2H4O D C3H6O2 29 Which equation correctly represents the balanced equation for the complete combustion of a

hydrocarbon with the formula CxHy?

A CxHy + (x + 2

y

)O2 → xCO2 + 2

y

H2O

B CxHy + (x + 4

y

)O2 → xCO2 + yH2O

C CxHy + (x + 4

y

)O2 → xCO2 + 4

y

H2O

D CxHy + (x + 4

y

)O2 → xCO2 + 2

y

H2O

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© UCLES 2014 9701/12/O/N/14

30 β-carotene is responsible for the orange colour of carrots.

CH3 CH3

CH3

CH3 CH3

CH3 CH3CH3 CH3

CH3

β-carotene

β-carotene is oxidised by hot, concentrated, acidified KMnO4.

When an individual molecule of β-carotene is oxidised in this way, many product molecules are formed.

How many of these product molecules contain a ketone functional group?

A 4 B 6 C 9 D 11

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© UCLES 2014 9701/12/O/N/14 [Turn over

Section B

For each of the questions in this section, one or more of the three numbered statements 1 to 3 may

be correct.

Decide whether each of the statements is or is not correct (you may find it helpful to put a tick against

the statements that you consider to be correct).

The responses A to D should be selected on the basis of

A B C D

1, 2 and 3

are

correct

1 and 2

only are

correct

2 and 3

only are

correct

1 only

is

correct

No other combination of statements is used as a correct response.

31 Use of the Data Booklet is relevant to this question.

Which ions contain one or more unpaired electrons?

1 Cu2+

2 Mn3+

3 V3+

32 Use of the Data Booklet is relevant to this question.

The bond energy of the Br – O bond is 235 kJ mol–1

.

Which reactions are exothermic?

1 OH• + HBr → H2 + BrO•

2 OH• + HBr → H2O + Br•

3 H• + HBr → H2 + Br•

33 A reversible reaction is catalysed.

Which statements about the effects of the catalyst on this system are correct?

1 The catalyst alters the mechanism of the reaction.

2 The catalyst reduces the activation energy for both the forward and the backward reaction.

3 The catalyst alters the composition of the equilibrium mixture.

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The responses A to D should be selected on the basis of

A B C D

1, 2 and 3

are

correct

1 and 2

only are

correct

2 and 3

only are

correct

1 only

is

correct

No other combination of statements is used as a correct response.

34 A student borrowed a friend’s chemistry notes and copied out the notes in the box below.

Which statements are correct?

A gas behaves less like an ideal gas when the gas

1 is at low pressure.

2 is at low temperature.

3 can be easily liquefied.

35 On being heated, hydrogen iodide breaks down more quickly than hydrogen chloride.

Which statements explain this faster rate?

1 The HI bond is weaker than the HCl bond.

2 The reaction of the breakdown of HI has a smaller activation energy than that of HCl.

3 The breakdown of HI is more exothermic than that of HCl.

36 Which statements about calcium oxide are correct?

1 It reacts with cold water.

2 It is produced when calcium nitrate is heated.

3 It can be reduced by heating with magnesium.

37 Propanal will react with hydrogen cyanide to form 2-hydroxybutanenitrile. A suitable catalyst for

this reaction is sodium cyanide.

NaCN

CH3CH2CHO + HCN CH3CH2CH(OH)CN

Which statements about the reaction of propanal with hydrogen cyanide are correct?

1 The CN–

ion attacks the propanal molecule to form an intermediate ion.

2 The product of the reaction has a chiral carbon atom.

3 The CN–

ion is a stronger electrophile than the HCN molecule.

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38 X is an organic compound that gives a precipitate with aqueous silver nitrate. This precipitate

remains undissolved when concentrated aqueous ammonia is added.

What is a possible identity for X?

1 iodomethane

2 2-bromobutane

3 2-chlorobutane

39 For which mixtures of reagents are the colour changes described correctly?

reagents colour change

1 pentanal + hot, acidified potassium dichromate(VI) orange to green

2 pentan-2-one + warm Fehling’s reagent no change

3 cyclohexane + cold, acidified potassium manganate(VII) purple to colourless

40 A reaction pathway diagram is shown.

energy

extent of reaction

Which reactions would have this profile?

1 (CH3)3CBr + NaOH → (CH3)3COH + NaBr

2 CH3CH2Br + NaOH → CH3CH2OH + NaBr

3 (CH3)3CCH2CH2Cl + 2NH3 → (CH3)3CCH2CH2NH2 + NH4Cl

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publisher will be pleased to make amends at the earliest possible opportunity.

Cambridge International Examinations is part of the Cambridge Assessment Group. Cambridge Assessment is the brand name of University of Cambridge Local

Examinations Syndicate (UCLES), which is itself a department of the University of Cambridge.

© UCLES 2014 9701/12/O/N/14

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